Trifluoroacetic acid → HCID 89544106, compound

Participants

Reaction Steps

To a solution of tert-butyl (5-(5-chloro-2-hydroxyphenyl)benzo[d]isoxazol-3-yl)carbamate (0.80 g, 2.21 mmol) in dichloromethane (10 mL) was added trifluoroacetic acid (3 mL). The reaction mixture was stirred at ambient temperature for 4 h and concentrated in vacuo. The residue was triturated in hexanes/diethyl ether (1:1 v/v, 5 mL) and washed with hexanes (10 mL) and ethyl acetate (5 mL) to afford 2-(3-aminobenzo[d]isoxazol-5-yl)-4-chlorophenol as a colorless solid in 97% yield (0.559 g): 1H NMR (300 MHz, DMSO-d6) δ 9.92 (s, 1H), 7.99 (d, J=1.3 Hz, 1H), 7.71 (dd, J=8.7, 1.7 Hz, 1H), 7.46 (d, J=8.7 Hz, 1H), 7.30 (d, J=2.7 Hz, 1H), 7.22 (dd, J=8.6, 2.7 Hz, 1H), 6.98 (d, J=8.6 Hz, 1H), 6.55 (br s, 2H); MS (ES+) m/z 260.9 (M+1), 262.9 (M+1).

Provenance & Evidence